Alkali-metal bases in catalytic hydrogen isotope exchange processes

A Tortajada, E Hevia - Catalysis science & technology, 2023 - pubs.rsc.org
The preparation of compounds labelled with deuterium or tritium has become an essential
tool in a range of research fields. Hydrogen isotope exchange (HIE) offers direct access to …

Perdeuteration of arenes via hydrogen isotope exchange catalyzed by the superbasic sodium amide donor species NaTMP· PMDETA

A Tortajada, E Hevia - Journal of the American Chemical Society, 2022 - ACS Publications
Hydrogen isotope exchange (HIE) has become one of the most studied methods to prepare
deuterated molecules, with the primary focus recently on metal-catalyzed C–H activation …

Direct C–H Hydroxylation of N-Heteroarenes and Benzenes via Base-Catalyzed Halogen Transfer

KI Bone, TR Puleo, JS Bandar - Journal of the American Chemical …, 2024 - ACS Publications
Hydroxylated (hetero) arenes are valued in many industries as both key constituents of end
products and diversifiable synthetic building blocks. Accordingly, the development of …

Recent advances in late‐stage selective deuteration for drug development

X Wang, YB Luo, YX Luo, MC Liu… - Applied …, 2024 - Wiley Online Library
Deuteration has emerged as a significant method for investigating kinetic isotope effects in
chemical reactions. In recent years, research on deuteration has revealed that this reaction …

2-Pyridone-Enhanced Mn-Catalysis for the Synthesis of ortho-Deuterated Aromatic Nitriles

Y Liu, T Qian, JF Bai, J Zheng, Y Zhou, ZJ Jiang… - Organic …, 2024 - ACS Publications
We herein present a method for the synthesis of ortho-deuterated aryl nitrile using Mn (CO)
5Br as catalyst with CH3OD as deuteratium source, where the structure of aryl imidates is …

K2CO3/18-Crown-6-Catalyzed Selective H/D Exchange of Heteroarenes with Bromide as a Removable Directing Group

JG Gu, CX Wang, GQ Hu, K Shen, HH Zhang - Organic Letters, 2023 - ACS Publications
The K2CO3/18-crown-6-catalyzed H/D exchange of heretoarenes in high atom% deuterium
incorporation is disclosed. The use of a weak base as a catalyst leads to excellent site …

Designing chemical systems for precision deuteration of medicinal building blocks

JD Dabbs, CC Taylor, MS Holdren, SE Brewster… - Nature …, 2024 - nature.com
Methods are lacking that can prepare deuterium-enriched building blocks, in the full range of
deuterium substitution patterns at the isotopic purity levels demanded by pharmaceutical …

AIBN as an Electrophilic Reagent for Cyano Group Transfer

Q Elliott, IV Alabugin - The Journal of Organic Chemistry, 2023 - ACS Publications
AIBN is a convenient electrophilic cyanation reagent for transforming ArLi into ArCN under
mild conditions. The addition/fragmentation cascade is controlled by Li··· N chelation in …

Multideuteration of Nitroaromatics by Silver-Catalyzed Hydrogen-Isotope Exchange

J Tang, J Kong, H Xu, ZJ Jiang, Y She… - The Journal of …, 2023 - ACS Publications
Silver-catalyzed deuteration of nitroaromatics has been achieved using D2O as the
deuterium source. Distinct from the well-established directing group-guided hydrogen …

Electrochemical γ-Selective Deuteration of Pyridines

L Shi, M Liu, L Zheng, Q Gao, M Wang, X Wang… - Organic …, 2024 - ACS Publications
Herein, we first report a γ-selective deuteration reaction of pyridines via H/D exchange
without the need for preinstalled directing groups and transformable functional groups. The …